Iodine-Promoted Synthesis of 3-Arylindolizine-1-Carboxylates from 2-(2-Nitro-1-Arylethyl)Malonates and Pyridine

An efficient and straightforward one-pot synthetic protocol has been developed for the synthesis of 3-arylindolizine-1-carboxylates via 1,3-dipolar annulation of 2-(2-nitro-1-arylethyl)malonates with pyridine and subsequent aromatisation in the presence of molecular iodine. The structure of methyl 3-(4-methoxyphenyl)indolizine-1-carboxylate (2a) and methyl 3-iodo-2-(4-nitrophenyl)indolizine-1-carboxylate (2f) was further confirmed by X-ray single crystal analysis.

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